Azatripyrrolic and Azatetrapyrrolic Macrocycles from the Mannich Reaction of Pyrrole: Receptors for Anions

Azatripyrrolic 1 and azatetrapyrrolic 2 macrocycles were synthesized in a single step by the Mannich reaction of pyrrole in the presence of primary amine hydrochloride and were structurally characterized among several other higher analogue azapyrrolic macrocycles. Binding constants for the halide anion complexes are determined by 1H NMR titrations and they show different binding stoichiometries.